Jason Calacanis: Anarcho Capitalism

The Bulwark Podcast

The Bulwark

Politics, News, News Commentary

4.6 • 8.9K Ratings

🗓️ 13 August 2025

⏱️ 68 minutes

🔗️ Recording | iTunes | RSS

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Summary

Tim Cook groveling to Trump with a golden trophy and a dash of MAGA identity politics is probably a sign that we are not currently living in a healthy free-market economy. But business leaders apparently prefer pathetically sucking up to a president than feeling snubbed by one, like they did with Biden. And despite the sluggish job growth, rising prices, and tariff uncertainty, they also say the economy is absolutely totally better than it was in 2024— because they are heavily invested in the TACO rule. Plus, crypto advice, morality never gets in the way of a solid balance sheet, and a debate over whether Trump is dialing back his masked-men deportation regime. Also, is Sam Altman trying to make ChatGPT addictive?

Jason Calacanis joins Tim Miller to shed light on what the business world is thinking right now.
Show notes:

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Transcript

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0:00.0	All right, guys, real fast here. It's Wednesday. So a reminder, I'm over on the next level.
0:05.8	We got the crew back together. Sarah and JVL, everybody's off vacation. We're going to be punchy.
0:11.5	That comes out for you guys on Wednesday evening. So make sure you're subscribed on your podcast app of choice.
0:17.7	If you haven't, this podcast, well, buckle in. I have been promising.
0:25.3	And I don't know that I've fully lived up to I promise, but I'm working on it. I want to make
0:30.9	sure we are mixing it up in the show on Wednesdays, bring in experts some weeks, bringing in people
0:36.5	that disagree with me from my left on a
0:38.8	topic, hashing that out. We've done that a few times on foreign policy stuff. Bringing in people
0:42.9	that disagree with me on the other side. And when Jason Calacanus of the All In podcast tweeted
0:49.2	last week that he thought that Trump's first six months has been solid, I was like, well, that's a topic that we should hash out together.
0:57.2	And so we do over the course of the next hour.
0:59.4	Talk a little bit about AI and crypto at the end.
1:02.4	And I think that you're in for an interesting show.
1:06.0	So stick around.
1:07.0	Up next, J-Cal, as they call them, from the All In podcast.
1:11.5	And we'll see over on the next level.
1:13.2	And back here tomorrow with one of our faves, Michael Weiss.
1:31.5	Hello and welcome to the Bullard podcast.
1:32.9	I'm your host, Tim Miller.
1:38.4	Gladly to welcome back a journalist turned entrepreneur and angel investor turned podcaster.
1:44.2	He co-hosts the podcast this week in startups as well as All In with Chimath Palapataa,
1:49.3	David Sacks, boo, and David Friedberg. It's Jason Calacanus. What's up, Jacob?
	...

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